CS206542B1 - 15-methacroyl-7,15-diazadispiro/5,1,5,3/hexadecane-14,16-diketone and its preparation method - Google Patents
15-methacroyl-7,15-diazadispiro/5,1,5,3/hexadecane-14,16-diketone and its preparation method Download PDFInfo
- Publication number
- CS206542B1 CS206542B1 CS24580A CS24580A CS206542B1 CS 206542 B1 CS206542 B1 CS 206542B1 CS 24580 A CS24580 A CS 24580A CS 24580 A CS24580 A CS 24580A CS 206542 B1 CS206542 B1 CS 206542B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- hexadecane
- diazadispiro
- preparation
- methacroyl
- diketone
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- NWRYOVCYBJWBEC-UHFFFAOYSA-N 3-oxohexadecanal Chemical compound CCCCCCCCCCCCCC(=O)CC=O NWRYOVCYBJWBEC-UHFFFAOYSA-N 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- WCQBVYMYTSEPKC-UHFFFAOYSA-N 7,15-diazadispiro[5.1.5^{8}.3^{6}]hexadecane-14,16-dione Chemical compound N1C2(CCCCC2)C(=O)NC(=O)C21CCCCC2 WCQBVYMYTSEPKC-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical class [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Landscapes
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
Vynález sa týká zlúčeniny 15-metakroyl-7,15-diazadispiroQ5,1,5,3hexadekán-14,16-diónu vzorce IThe present invention relates to the compound 15-methacroyl-7,15-diazadispiroQ5,1,5,3-hexadecane-14,16-dione of formula I
Q_>> <ÍH3Q _ >>< H 3
-n^ >í-co-c=c:-n ^>--co-c = c:
d 4 /1/, a spósobu jeho přípravy.d 4 (1), and a process for its preparation.
Spósob přípravy zlúčeniny vzorca I, ktorá nie je známa z literatury, je založený na reakcii chloridu kyseliny metakrylovej s 7,15-diazadispiro£ 5,1,5,3J hexadekán-14,16-diónom.A process for the preparation of a compound of formula I which is not known from the literature is based on the reaction of methacrylic acid chloride with 7,15-diazadispiro [5,1,5,3] hexadecane-14,16-dione.
Stéricky bráněné aminy sú modernou triedou světelných stabilizátorov plastických látok. Nevýhodou nízkomolekulových látok tejto triedy je ich lahká vypieratelnost a toxicita. Tieto nedostatky rieši zabudovanie stabilizátora do polymeru, ktorý má byů stabilizovaný, alebo použitie polymérneho stabilizátora. K týmto účelom móže slúžiť látka, ktorá je predmetom vynálezu.Sterically hindered amines are a modern class of plastic light stabilizers. The disadvantage of low-molecular-weight substances of this class is their easy washability and toxicity. These drawbacks are solved by incorporating a stabilizer into the polymer to be stabilized or by using a polymer stabilizer. The substance of the invention can serve for this purpose.
Příklad prevedeniaExecution example
16,8 g /0,0672 mol/ 7,15-diazadispiro , 1,5,3 ] hexadekán-14,16-diónu a 8,4 g /0,084 mol/ trietylaminu sa rozpustili v 450 ml sušeného benzenu. Pri teplote 5 až 10 C sa přidalo 8,1 g /0,075 mol/ chloridu kyseliny metakrylovej a zmes sa potom miešala 24 hodin pri teplote16.8 g (0.0672 mol) of 7,15-diazadispiro, 1,5,3] hexadecane-14,16-dione and 8.4 g (0.084 mol) of triethylamine were dissolved in 450 ml of dried benzene. At 5-10 ° C, 8.1 g (0.075 mol) of methacrylic acid chloride was added, and the mixture was then stirred at room temperature for 24 hours.
206542 2 miestnosti. Zmes sa přefiltrovala a pevná část sa rozpustila v nasýtenom roztoku uhličitanu draselného a vyextrahovala chloroformotn. Organické vrstvy sa spojili a vákuovo zahustili. Surový produkt bol čištěný chromatograficky. Získalo sa 5 g bielych kryštálov s t. t. 134 až 137 °C v 23 Z výtažku.206542 2 rooms. The mixture was filtered and the solid was dissolved in saturated potassium carbonate solution and extracted with chloroform. The organic layers were combined and concentrated in vacuo. The crude product was purified by chromatography. 5 g of white crystals of m.p. t. M.p. 134-137 ° C at 23 °.
’η-NMR /CDCIj/ <J· = 0,93 /s-1H > N-H/; 1,6 /široký pás-20HX>/; 1,93 /t-3H CO-<j=/j 5,75 ch3 /m-2H-CH2/.@ 1 H-NMR (CDCl3) .delta. = 0.93 (s-1H) NH); 1.6 (broad band-20HX); 1.93 / t 3 H CO <= j / j 5.75 CH3 / m 2 H-CH2 /.
rC /CC14/ l>max = 610, 1 100, 1230, 1450, 1680, 1710, 1760, 2940, 3350.r C / CC1 4 / l> max = 610, 1100, 1230, 1450, 1680, 1710, 1760, 2940, 3350th
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS24580A CS206542B1 (en) | 1980-01-11 | 1980-01-11 | 15-methacroyl-7,15-diazadispiro/5,1,5,3/hexadecane-14,16-diketone and its preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS24580A CS206542B1 (en) | 1980-01-11 | 1980-01-11 | 15-methacroyl-7,15-diazadispiro/5,1,5,3/hexadecane-14,16-diketone and its preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS206542B1 true CS206542B1 (en) | 1981-06-30 |
Family
ID=5334224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS24580A CS206542B1 (en) | 1980-01-11 | 1980-01-11 | 15-methacroyl-7,15-diazadispiro/5,1,5,3/hexadecane-14,16-diketone and its preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS206542B1 (en) |
-
1980
- 1980-01-11 CS CS24580A patent/CS206542B1/en unknown
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